$111 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 1/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$225
Overall average: $423
United Airlines
Wed 3/4Mon 3/9
SJU - SDF • 1 stop
Cheapest one-way
$111
Typical prices: $153-$471
Spirit Airlines
Wed 1/14
SJU - SDF • 1 stop
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Flight Deals
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Flight Deals

Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Wed, Mar 4 - Mon, Mar 9
United Airlines Logo
8:05 am - 2:47 pm
SJU
-
SDF
7h 42m1 stop
United Airlines Logo
2:35 pm - 9:22 pm
SDF
-
SJU
6h 47m1 stop
$225United Airlines
Wed, Mar 25 - Sun, Mar 29
American Airlines Logo
4:18 pm - 12:27 am
SJU
-
SDF
8h 09m1 stop
American Airlines Logo
7:57 pm - 10:40 am
SDF
-
SJU
14h 43m1 stop
$229American Airlines
Wed, Mar 25 - Sun, Mar 29
American Airlines Logo
7:40 am - 12:27 am
SJU
-
SDF
16h 47m1 stop
American Airlines Logo
7:57 pm - 10:40 am
SDF
-
SJU
14h 43m1 stop
$230American Airlines
Wed, May 13 - Mon, May 18
American Airlines Logo
11:45 am - 12:14 am
SJU
-
SDF
12h 29m1 stop
American Airlines Logo
8:30 pm - 4:00 am
SDF
-
SJU
7h 30m1 stop
$265American Airlines
Wed, Mar 25 - Sun, Mar 29
American Airlines Logo
11:32 am - 9:27 pm
SJU
-
SDF
9h 55m2 stops
American Airlines Logo
7:57 pm - 10:40 am
SDF
-
SJU
14h 43m1 stop
$290American Airlines
Fri, Feb 20 - Thu, Feb 26
Multiple Airlines Logo
4:31 pm - 11:05 am
SJU
-
SDF
19h 34m1 stop
Multiple Airlines Logo
2:26 pm - 12:41 am
SDF
-
SJU
9h 15m1 stop
$293Multiple Airlines
Fri, Feb 20 - Thu, Feb 26
Spirit Airlines Logo
4:31 pm - 11:05 am
SJU
-
SDF
19h 34m1 stop
Spirit Airlines Logo
3:33 pm - 1:37 am
SDF
-
SJU
33h 04m2 stops
$302Spirit Airlines
Tue, May 19 - Sat, May 30
American Airlines Logo
8:30 am - 12:14 am
SJU
-
SDF
15h 44m1 stop
American Airlines Logo
7:48 am - 10:35 pm
SDF
-
SJU
14h 47m1 stop
$312American Airlines
Thu, Jan 8 - Tue, Jan 13
Multiple Airlines Logo
3:55 am - 1:00 pm
SJU
-
SDF
10h 05m1 stop
Multiple Airlines Logo
3:36 pm - 9:47 am
SDF
-
SJU
17h 11m2 stops
$333Multiple Airlines
Wed, Mar 25 - Sun, Mar 29
American Airlines Logo
6:00 am - 3:58 pm
SJU
-
SDF
9h 58m2 stops
American Airlines Logo
7:57 pm - 12:53 pm
SDF
-
SJU
16h 56m1 stop
$342American Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$111
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11050 reviews
7.2Comfort
8.0Crew
6.9Entertainment
7.5Boarding
6.5Food
Airline reviews

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

4.0 OkayJoseph, Dec 2025
FLL - DFW
Read more American Airlines reviews

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

The pilot greased the landing and the crew was fantastic.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

delayed due to weather. Could not communicate with family since the wifi was broken

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was on time is the only good thing. Person loading the plane called 1-6 to board at the same time, made it chaotic. Plane was too small for even putting backpacks in overhead. Seat for normal sized people were too small. The WIFI didn't work. When we landed had to wait because not enough ground crew.

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

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